ESIPT-based fluorochromes are promising materials for the detection of various chemical/biological species, especially the metal cations. Herein, we elaborately designed a prototypical ESIPT-active ɑ-naphtholphthalein- derived "turn-on" fluorogenic tweezerNPDM for selectively detecting and visualizing Al3+ in biological and environmental samples. NPDM was found to specifically interact with Al3+ with dual emissions, good sensitivity (50 s), large Stokes shifts (140 nm/176 nm) and low detection limit (16.3 nM). Noteworthily, the sensing mechanism of NPDM towards Al3+ has been supported by Job's plot, HRMS, 1H NMR titrations, as well as detailed DFT calculations. Interestingly, the NPDM-Al3+ ensemble can act as a secondary chromo-fluorogenic tweezers for monitoring F- with a low detection limit down to 34.8 nM level. Thus, an advanced molecular memory device was constructed based on the fluorescence ''off-on-off" strategy and its excellent sensing properties. Moreover, a portable smartphone-aided intelligent platform was fabricated to realize the portable detection of Al3+ in real samples. Significantly, NPDM was successfully employed for imaging the intracellular Al3+ and F- ions in Hela cells without interference from the oxidative stress and it is the first reported smart molecular tweezers capable of determining the Al3+ ions formed during electroporation inside living cells.
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